One-pot three-component Mannich-type reactions using Sulfamic acid catalyst under ultrasound irradiation

被引:85
|
作者
Zeng, Hongyao [1 ]
Li, Hua [1 ]
Shao, Huawu [1 ]
机构
[1] Chinese Acad Sci, Chengdu Inst Biol, Nat Prod Res Ctr, Grad Sch, Chengdu 610041, Peoples R China
关键词
Mannich reaction; Ultrasound; beta-Aminocarbonyl compound; One-pot reaction; Sulfamic acid; SURFACTANT-COMBINED CATALYST; AROMATIC-ALDEHYDES; EFFICIENT; KETONES; AMINES; CONDENSATION; NH2SO3H;
D O I
10.1016/j.ultsonch.2009.03.008
中图分类号
O42 [声学];
学科分类号
070206 ; 082403 ;
摘要
Sulfamic acid (NH2SO3H, SA) was used as an efficient, inexpensive, non-toxic and recyclable green catalyst for the ultrasound-assisted one-pot Mannich reaction of aldehydes with ketones and amines. This ultrasound protocol has advantages of high yield, mild condition, no environmental pollution, and simple work-up procedures. Most importantly, beta-aminocarbonyl compounds with ortho-substituted aromatic amines are obtained in acceptable to good yields by this methodology for the first time. (C) 2009 Elsevier B.V. All rights reserved.
引用
收藏
页码:758 / 762
页数:5
相关论文
共 50 条
  • [21] Highly Enantioselective One-Pot, Three-Component Mannich-type Reaction Catalyzed by an N,N′-Dioxide-Scandium(III) Complex
    Chen, Shikui
    Hou, Zongrui
    Zhu, Yin
    Wang, Jing
    Lin, Lili
    Liu, Xiaohua
    Feng, Xiaoming
    CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (24) : 5884 - 5887
  • [22] Isosteviol-amino Acid Conjugates as Highly Efficient Organocatalysts for the Asymmetric One-pot Three-component Mannich Reactions
    An Yajie
    Qin Qian
    Wang Chuanchuan
    Tao Jingchao
    CHINESE JOURNAL OF CHEMISTRY, 2011, 29 (07) : 1511 - 1517
  • [23] Sulfanilic acid catalysed one-pot three-component Mannich reaction for synthesis of β-amino ketones
    Kulkarni, Pramod
    VIETNAM JOURNAL OF CHEMISTRY, 2020, 58 (05) : 675 - 687
  • [24] Three-component Mannich-type reaction catalyzed by iodine
    Kataki, Dolly
    Phukan, Prodeep
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2006, 45 (07): : 1759 - 1761
  • [25] An environmentally friendly, photocontrollable and highly recyclable catalyst for use in a one-pot three-component Mannich reaction
    Tang, Qian
    Quan, Hong-jiang
    Liu, Song
    Liu, Lan-tao
    Chow, Cheuk-fai
    Gong, Cheng-bin
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2016, 421 : 37 - 44
  • [26] Direct organocatalytic asymmetric Mannich-type reactions in aqueous media:: one-pot Mannich-allylation reactions
    Córdova, A
    Barbas, CF
    TETRAHEDRON LETTERS, 2003, 44 (09) : 1923 - 1926
  • [27] Squaric Acid Catalyzed Highly Efficient Three-Component Mannich-Type Reaction
    Azizi, Najmadin
    Davoudpour, Anahita
    CATALYSIS LETTERS, 2011, 141 (10) : 1506 - 1510
  • [28] A novel direct and one-pot Mannich synthesis of fluorinated β-aminobutanones with sulfamic acid as a green catalyst
    Xia, Min
    Lu, Yue-Dong
    JOURNAL OF FLUORINE CHEMISTRY, 2006, 127 (08) : 1119 - 1124
  • [29] One-pot three-component Mannich reaction catalyzed by 2-hydroxylpyridine
    Jin Li-li
    Lei Yun-tao
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2013, 29 (04) : 710 - 713
  • [30] One-pot three-component Mannich reaction catalyzed by 2-hydroxylpyridine
    Li-li Jin
    Yun-tao Lei
    Chemical Research in Chinese Universities, 2013, 29 : 710 - 713